ChemicalBook CAS DataBase List Methyl 5-formyl-2-methylbenzoate

Methyl 5-formyl-2-methylbenzoate synthesis

11synthesis methods

Product Name:Methyl 5-formyl-2-methylbenzoate
CAS Number:675148-96-6
Molecular formula:C10H10O3
Molecular Weight:178.19

67-56-1 Synthesis

67-56-1
733 suppliers
$9.00/25ml

105650-34-8 Synthesis

105650-34-8
36 suppliers
$45.00/2.5g

675148-96-6
36 suppliers
$80.00/250mg

Yield:675148-96-6 99%

Reaction Conditions:

Stage #1: methanol;5-formyl-2-methylbenzoic acidwith sulfuric acid at 100; for 2 h;Sealed tube;
Stage #2: with hydrogenchloride in water;acetone; for 1 h;

Steps:

jlntermediate 35J - Methyl 5-formyl-2-methylbenzoate

5-Formyl-2-methylbenzoic acid (500 mg, 3.05 mmol) was suspended in methanol (5ml) then sulfuric acid (162.34 .il, 3.05 mmol) was added and the sealed reaction was heated to 100°C for 2 hours. The bulk of the methanol was removed in vacuo then the residue was taken up in3:2 acetone / HC1 (1M aq) (20 ml) and agitated for 1 hour. The reaction mixture was extractedwith DCM (20 ml) then the organics were dried over Na2SO4, filtered and concentrated in vacuo to yield the title compound as a pale yellow powder (536 mg, 99%).1H NIVIR (500 MFIz, DMSO-d6) 10.02 (s, 1H), 8.34 (d, J = 1.8 Hz, 1H), 8.00 (dd, J = 7.9, 1.8Hz, 1H), 7.59 (d, J = 7.9 Hz, 1H), 3.88 (s, 3H), 2.62 (s, 3H).LCMS Method 2 - Tr = 1.00 mm (ES+) (M+H) 179.25

References:

WO2018/89433,2018,A1 Location in patent:Paragraph 00316

72985-24-1 Synthesis